HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86729742, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Cyanobenzenesulfonyl chloride | HCID 39497 | — |
| Reactant | tert-Butyl (3-amino-2-methylpropyl)carbamate | HCID 44629801 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86729742 | HCID 86729742 | 72.8% |
Reaction Steps
To a solution of tert-butyl (3-amino-2-methylpropyl)carbamate (200 mg, 1.06 mmol) and TEA (0.444 mL, 3.19 mmol) in THF (5 mL) was added 4-cyanobenzene-1-sulfonyl chloride (214 mg, 1.06 mmol), and the mixture was stirred at room temperature for 16 hr. To the reaction solution was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 10 to 100% ethyl acetate/hexane) to give tert-butyl (3-(4-cyanophenylsulfonamido)-2-methylpropyl)carbamate (273 mg, 0.772 mmol, 72.7%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120776B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-a4e7fa5f657c424095588604b4b8dabb |
| Source note | uspto-grants-2015_09 |